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经验公式（希尔记法）:
C15H16N2O3 · xC2HF3O2
化学文摘社编号:
分子量:
272.30 (free base basis)
MDL number:
NACRES:
NA.21
SMILES string
OC([C@@H](N)CNC1=CC2=C(C=C1)C=C(C=C2)C(C)=O)=O
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
General description
L-ANAP (ANAP) is a bright fluorescent amino acid that can be site-specifically incorporated into proteins using amber stop codon suppression.
Application
L-ANAP may be used to fluorescently label proteins and study its localization and dynamics within live mammalian cells.
Biochem/physiol Actions
L-ANAP (ANAP), a fluorescent structural probe, enables real-time monitoring of ion channel dynamics through site-specific incorporation and environmental sensitivity. ANAP features optimal spectral properties with λex ~ 360 nm and environment-dependent λem ~ 490 nm, Φ of 0.22–0.5, and an ϵ of 17.5 mM−1 cm−1 in water. Due to its environmental sensitivity and ability to serve as a FRET donor, ANAP enables simultaneous monitoring of protein conformational changes, ligand binding, protein-protein interactions, and temperature sensitivity while maintaining channel function. ANAP’s versatility is demonstrated through successful applications in various cell types (Xenopus oocytes, HEK-293, CHO, tSA-201 cells), where it can be combined with electrical recordings to provide direct correlation between structural states and channel function. ANAP’s small size, environment-sensitive fluorescence, and the capability to introduce it at specific sites in the proteome through simple mutagenesis make it a unique and valuable tool for eukaryotic cell biology.
Disclaimer
Hygroscopic Store with desiccant
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Zheng Xiang et al.
The Journal of organic chemistry, 76(15), 6367-6371 (2011-07-08)
Fluorescent unnatural amino acids (UAAs), when genetically incorporated into proteins, can provide unique advantages for imaging biological processes in vivo. Synthesis of optically pure L-enantiomer of fluorescent UAAs is crucial for their effective application in live cells. An efficient six-step
Megan M Cullinan et al.
eLife, 12 (2023-12-06)
Acid-sensing ion channels (ASICs) are trimeric proton-gated sodium channels. Recent work has shown that these channels play a role in necroptosis following prolonged acidic exposure like occurs in stroke. The C-terminus of ASIC1a is thought to mediate necroptotic cell death
Gucan Dai et al.
The Journal of general physiology, 150(4), 625-635 (2018-03-24)
KCNH voltage-gated potassium channels (EAG, ERG, and ELK) play significant roles in neuronal and cardiac excitability. They contain cyclic nucleotide-binding homology domains (CNBHDs) but are not directly regulated by cyclic nucleotides. Instead, the CNBHD ligand-binding cavity is occupied by an
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